Intramolecular CH···N interaction in the more stable conformers of N,N,N' ,N'-tetramethylethylenediamine

D. Y. Wu; Y. Ren; X. Wang; A. M. Tian; N. B. Wong; Wai-Kee Li

doi:10.1016/S0166-1280(98)00273-5

Intramolecular CH···N interaction in the more stable conformers of N,N,N' ,N'-tetramethylethylenediamine

D. Y. Wu
, Y. Ren
, X. Wang
, A. M. Tian
, N. B. Wong
, Wai-Kee Li

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

10 Citations (Scopus)

Abstract

The energies and geometric parameters for nine conformers of N,N,N',N'- tetramethylethylenediamine [TMEDA = (CH₃)₂NCH₂CH₂N(CH₃)₂] have been determined by ab initio calculations at the HF/6-31G* and MP2/6-31G* levels. Among the nine conformers, G'GG' and GGG', having the gauche NCH₂- CH₂N arrangement, are the most stable and the second most stable ones, respectively. It is found that the intramolecular CH...N interaction plays an important role in these two conformers as well in conformers TG'G and GGG. The relative strength of these interactions is analyzed on the basis of Mulliken population analysis and the distance between the interacting methyl hydrogen atom and nitrogen atom.

Original language	English
Pages (from-to)	171-176
Journal	Journal of Molecular Structure: THEOCHEM
Volume	459
Issue number	1-3
DOIs	https://doi.org/10.1016/S0166-1280(98)00273-5
Publication status	Published - 8 Feb 1999

Bibliographical note

Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

Funding

The authors from Sichuan University thank the support from the National Natural Science Foundation, China. N.B.W. is grateful to the City University of Hong Kong for the award of a Strategic Grant (account no. 7000614). WKL acknowledges the support of a Direct Grant (account no. 220600800) from the Chinese University of Hong Kong.

Research Keywords

Ab initio molecular orbital calculations
Conformational studies
N,N,N',N'-tetramethylethylenediamine

Access Output

10.1016/S0166-1280(98)00273-5

Other Access Options

Check CityUHK Library

Permanent Link

Right click to copy link

Cite this

@article{4e4bfe509ea94c1e8ddc3bc17798306d,

title = "Intramolecular CH···N interaction in the more stable conformers of N,N,N' ,N'-tetramethylethylenediamine",

abstract = "The energies and geometric parameters for nine conformers of N,N,N',N'- tetramethylethylenediamine [TMEDA = (CH3)2NCH2CH2N(CH3)2] have been determined by ab initio calculations at the HF/6-31G* and MP2/6-31G* levels. Among the nine conformers, G'GG' and GGG', having the gauche NCH2- CH2N arrangement, are the most stable and the second most stable ones, respectively. It is found that the intramolecular CH...N interaction plays an important role in these two conformers as well in conformers TG'G and GGG. The relative strength of these interactions is analyzed on the basis of Mulliken population analysis and the distance between the interacting methyl hydrogen atom and nitrogen atom.",

keywords = "Ab initio molecular orbital calculations, Conformational studies, N,N,N',N'-tetramethylethylenediamine",

author = "Wu, \{D. Y.\} and Y. Ren and X. Wang and Tian, \{A. M.\} and Wong, \{N. B.\} and Wai-Kee Li",

note = "Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].",

year = "1999",

month = feb,

day = "8",

doi = "10.1016/S0166-1280(98)00273-5",

language = "English",

volume = "459",

pages = "171--176",

journal = "Journal of Molecular Structure: THEOCHEM",

issn = "0166-1280",

publisher = "Elsevier B.V.",

number = "1-3",

}

TY - JOUR

T1 - Intramolecular CH···N interaction in the more stable conformers of N,N,N' ,N'-tetramethylethylenediamine

AU - Wu, D. Y.

AU - Ren, Y.

AU - Wang, X.

AU - Tian, A. M.

AU - Wong, N. B.

AU - Li, Wai-Kee

N1 - Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

PY - 1999/2/8

Y1 - 1999/2/8

N2 - The energies and geometric parameters for nine conformers of N,N,N',N'- tetramethylethylenediamine [TMEDA = (CH3)2NCH2CH2N(CH3)2] have been determined by ab initio calculations at the HF/6-31G* and MP2/6-31G* levels. Among the nine conformers, G'GG' and GGG', having the gauche NCH2- CH2N arrangement, are the most stable and the second most stable ones, respectively. It is found that the intramolecular CH...N interaction plays an important role in these two conformers as well in conformers TG'G and GGG. The relative strength of these interactions is analyzed on the basis of Mulliken population analysis and the distance between the interacting methyl hydrogen atom and nitrogen atom.

AB - The energies and geometric parameters for nine conformers of N,N,N',N'- tetramethylethylenediamine [TMEDA = (CH3)2NCH2CH2N(CH3)2] have been determined by ab initio calculations at the HF/6-31G* and MP2/6-31G* levels. Among the nine conformers, G'GG' and GGG', having the gauche NCH2- CH2N arrangement, are the most stable and the second most stable ones, respectively. It is found that the intramolecular CH...N interaction plays an important role in these two conformers as well in conformers TG'G and GGG. The relative strength of these interactions is analyzed on the basis of Mulliken population analysis and the distance between the interacting methyl hydrogen atom and nitrogen atom.

KW - Ab initio molecular orbital calculations

KW - Conformational studies

KW - N,N,N',N'-tetramethylethylenediamine

UR - https://www.scopus.com/pages/publications/0033535027

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-0033535027&origin=recordpage

U2 - 10.1016/S0166-1280(98)00273-5

DO - 10.1016/S0166-1280(98)00273-5

M3 - RGC 21 - Publication in refereed journal

SN - 0166-1280

VL - 459

SP - 171

EP - 176

JO - Journal of Molecular Structure: THEOCHEM

JF - Journal of Molecular Structure: THEOCHEM

IS - 1-3

ER -

Intramolecular CH···N interaction in the more stable conformers of N,N,N' ,N'-tetramethylethylenediamine

Abstract

Bibliographical note

Funding

Research Keywords

Access Output

Other Access Options

Permanent Link

Other Files and Links

Fingerprint

Cite this